Process of making condensation products of the anthracene series and anthraquinone derivatives



Mipaf@ f" according to the' following. equation lml'on 0H:-

Ewamplci i diaminoanthraquinone-2 'T-diSulonate in K50 partsof water are heated with-.1.8 partsof methylamine and 4.6 .parts of .sodiumVV hydro-- sulfitegforr 2073() lninutes in a- Y boiling water @b ath. Thel product, is. iltered, washed V with .hot waternand Vdried.-k There are ;obtained Y about 2:6 partsxof. dyestufwhich dissolves jdianiinoanthraquinone :"Gdisulonate',' to! gether' withll lparts of sodiuin'hy'drosulfiite are kheated in 25 parts by volume'of' aqueous lnue thylarnine solution of 2O per Vcent;strength ffor 4 hoursat 100W-(lji'nf aVv closed vessel.

` yAfter ilteri'ng Y and' 'washing while yhotthere is" obtained, on drying, a condensati'ony prod-y curs and suspension by Ineans' of-sulfite cell'ulos'e solution 'it dyes acetate sill; powerful. 'purefblue tints, which in artificiallightj'apgV in. an organicsolvent to agblue solution .and dyes acetatesllk in ak suitable suspensionnn- The reaction 'u'ct' which dissolves in 'sulfuric.aeidftoafyeb solution. f 'AAter' re' precipitation from sul: furieY acid, whereby 'complete oxidation oedensation'* productgis probably yfdi'ainir1orespondingwith the formula E omHN ci); ,Nm c

Y Y Instead. of rhethylaniinefthereirnayrbe used droxyethlamine', eth'ylenediamine orbenzyl- Y. ,partei-,0

has probably occurred i 4-hydroxy-8-rnethylaminoanthraquinone cor? olimi' wherein one Aof the .other for v OH, wherein" further the y y'standing in ortho-position tor-the NHR-group V means I- I and they standing in ortho-position to theOI-Ilgroup meansH orfSOBI-I, :wherein further Y Rfmean's hydrogen or alkyl,y withf T130 aminoanthraquinone-2 'z -,disulfonicf acid or V l 8-dihydroXy-4 5 diaminoanthraquinonequinone-fsulfonic acids (sodium salt) arev heated in a closed vessel at 100C",V C.V for 4 Y Sdilvlm flhours! with?) partsgorfsodiurn hydrosulfite and 2 5 partsof anaqueoussolution of methyl- 'amine 0f 20 per centi strength. The KAYreacmethyldaminoanthraquinone. 'Whe'n` icon# vertedT in a suitable f manner `into a suspension; the:v product'dyes'acetate'silk pure blue What I claim-is?-V "i i 1. Process for the' production offdesu1 y 'fonated condensation *products 1 of the anairline.l Instead ofrlvz dihydroxyeiS-diy being otherwise? similar.. `The "tin mass "is iltefred v and thef'solid matter washed with hotwater andidred; there are Ltliracene series, consisting heating l thel i v"and the other for IrI- or OH, wherein further` the VNI-IRggroupl means fico Y ing-in ortho-position-to vthe-@II-group lneans for hydrogen for alkylg; with amines :of *the V10W. slnticnand 1r ethylacetatet, affbiue ,g general formula v4M1231 f-(Rl *Standing ifor,

hydrogen; alkyl, orfaralkyl) 'iin (presence ofV 2. Process forthe production of desulfonated' condensation'products of the anthra- Y 'cene series, Consisting in heating the l'eucoT1 derivatives of sulfonatfed f fhydroxyanthraquinones corresponding `A:flwlth the general Y x Vo;

' amines of the general formula NI-IZIR1 (R1 Y standing for hydrogen, alkyl oraralkyl) in presence of water.

3.*Process for the production of desulfonated condensation products ofthe anthracene series, consisting in heatingthe leuco derivative of a hydroxyanthraquinonevcor- Y responding withthe formula I "on o .onl

` i .tNHn NH2 i with aminesofthe eneral formula NI-12H1 (R1 standing for hy rogen, alkyl or aralkyl) in presence* of water.

4. Process for the production of Vdesulfonated condensation productsof the anthrar cene series, consistingin heatingthe leuco derivative of a hydroxyantliraquinone corresponding with the' formula OH /NHz t v NH2 l H. Y with methylarnine in presence of water.

5. Processifor the production of vdesulonated condensation products of the anthracene series, consisting in heating ythe leuco" derivatlve of a hydroxyanthraquinone cor-` y responding vwith the formula 0H o or; Y

`HOaS 6. As anew product ofthe anthraquinone" t series the l-rnethylarnino-'k8-diaminof5 hydroxyanthraquinone, which product forms a dark powder, dissolving in sulfuric acid to a yellow, and in acetic ester to al greenish blue n solution, and dyeing acetate silk similar tints.

In witness whereof I have hereunto signed Iny name this 20th day of January, 1931;

PAUL GRossMANN. 

